Hotels with Pool & Resorts in Chester from NZ$167

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Check availability on Chester Hotels with Pool

Best Chester Hotels with Pool

Indoor pool, pool loungers
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
Chester
8.4 out of 10, Very good, (1001)
"Friendly staff! "
United States
Joshua
The price is NZ$174
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express Hotel & Suites Chester by IHG
Miscellaneous
The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast

2.0 star property
Chester
9.2 out of 10, Wonderful, (233)
"Amazing hospitality,"
United States
Benedicto
The price is NZ$430
includes taxes & fees
17 Nov - 18 Nov
The Dominion House Bed & Breakfast
BBQ/picnic Area
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
8.6 out of 10, Excellent, (1000)
"Nice quiet place The workout center and breakfast were both lovely and the location was easy to find "
United States
Rachael
The price is NZ$167
includes taxes & fees
3 Dec - 4 Dec
Hampton Inn by Hilton Middletown
Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
8.6 out of 10, Excellent, (19)
"We had an amazing time at Legoland New York! The staff was wonderful—friendly, helpful, and made my daughter London's birthday extra special. The pirate-themed room was incredible, full of fun details and Lego magic everywhere. There was great entertainment, tons of Lego activities, and everyone went out of their way to wish her a happy birthday. She even found Mr gold on her birthday. Such a memorable experience for the whole family! 🏴‍☠️🧱🎉"
United States
Jasmin
The price is NZ$514
includes taxes & fees
14 Nov - 15 Nov
LEGOLAND Hotel NEW York
Seasonal outdoor pool
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1011)
"Parking was very easy, beautiful area, very nice staff"
United States
Elizabeth
The price is NZ$209
includes taxes & fees
19 Nov - 20 Nov
Overlook Lodge at Bear Mountain
Indoor pool, open 8:30 AM to 9:30 PM, pool loungers
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4.0 star property
Nanuet
8.8 out of 10, Excellent, (1005)
"Very clean very beautiful very good hospitality would stay again"
United States
Bobby
The price is NZ$218
includes taxes & fees
30 Nov - 1 Dec
DoubleTree by Hilton Hotel Nanuet
Indoor pool
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
Middletown
9.4 out of 10, Exceptional, (903)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
The price is NZ$229
includes taxes & fees
17 Nov - 18 Nov
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Seasonal outdoor pool
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
Goshen
8.8 out of 10, Excellent, (1002)
"This place is fantastic from the staff to the rooms. Very clean. Will definitely stay here again."
United States
Linda
The price is NZ$203
includes taxes & fees
2 Dec - 3 Dec
Fairfield Inn & Suites by Marriott Goshen Middletown
Sports facility
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
8.6 out of 10, Excellent, (1002)
"Very clean and updated facilities "
United States
Ashley
The price is NZ$183
includes taxes & fees
8 Dec - 9 Dec
Hilton Garden Inn Fishkill
Indoor pool
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3.0 star property
Middletown
8.6 out of 10, Excellent, (1000)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
The price is NZ$185
includes taxes & fees
1 Dec - 2 Dec
Courtyard by Marriott Middletown Goshen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Yes, lovely staff. The 1915 was great. We especially appreciated the write up on Jackie Robinson -- Had no idea of all that history! Lovely cottage room on the river. Cozy fireplace. Very romantic."
Sharon 1-night trip
Posted 17 hours ago
Overlook Lodge at Bear Mountain

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Frequently asked questions

What are some accommodation options with pools in Chester?
Holiday Inn Express Hotel & Suites Chester by IHG: Hotel located near LEGOLAND® New York. Features on-the-go, a pool and complimentary high-speed (wired) Internet access. Sonesta Simply Suites Nanuet: Features buffet, a pool and complimentary high-speed (wired) Internet access. The Crossroads Hotel, Newburgh: Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool and a snack bar/deli. Hampton Inn Nanuet: Offers a snack bar/deli, a pool and free self parking. Overlook Lodge at Bear Mountain: Provides full, a pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Chester?
Explore places such as LEGOLAND® New York and Woodbury Common Premium Outlets while you're in the area. Make a point to visit attractions such as The Rock Sports Complex and Castle Fun Center. The restaurants and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Chester?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Chester in the hottest months of July, August or June, when the average temp is 21°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is 0°C.